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C9750

Sigma-Aldrich

β-Carotene

synthetic, ≥93% (UV), powder

Synonym(s):

β,β-Carotene, Provitamin A

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About This Item

Empirical Formula (Hill Notation):
C40H56
CAS Number:
Molecular Weight:
536.87
Beilstein/REAXYS Number:
1917416
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79

biological source

synthetic

assay

≥93% (UV)

form

powder

potency

~1,600,000 units vitamin A per g

color

dark red to brown

mp

178-179 °C

solubility

hexane: 1.1 mg/mL
DMSO: 30 μg/mL

storage temp.

−20°C

SMILES string

CC1=C(/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C2=C(C)CCCC2(C)C)C(C)(C)CCC1

InChI

1S/C40H56/c1-31(19-13-21-33(3)25-27-37-35(5)23-15-29-39(37,7)8)17-11-12-18-32(2)20-14-22-34(4)26-28-38-36(6)24-16-30-40(38,9)10/h11-14,17-22,25-28H,15-16,23-24,29-30H2,1-10H3/b12-11+,19-13+,20-14+,27-25+,28-26+,31-17+,32-18+,33-21+,34-22+

InChI key

OENHQHLEOONYIE-JLTXGRSLSA-N

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General description

Carotenoids are an important class of naturally occurring pigments found in fruits and vegetables. Among the carotenoids, β-carotene has the greatest provitamin A potential and functions to reduce the risk of cancer, cardiovascular diseases and macular degeneration. Low water solubility and poor chemical stability attributes to low absorption of β-carotene from food. β-carotene along with digestible lipids enriches its bio accessibility. Emulsions or nano emulsions encapsulates effectively delivers lipophilic β-carotene and increases its bioavailability. β-carotene has anti-oxidant potential and reduces noise induced hearing loss and progression of macular degeneration.

Application

β-carotene has been used:
  • to generate nano emulsions to evaluate their bioavailability potential
  • as a standard, for β-carotene evaluation in blood and skin samples using high performance liquid chromatography (HPLC),
  • as a dietary supplement of vitamin-A in young rats by HPLC
  • as a dietary supplement in mice to reduce hearing loss and hair cell damage

Biochem/physiol Actions

The most important of the provitamins A, β-carotene can be classified as an antioxidant due to its inhibition of radical initiated peroxidation in vitro. However, in vivo it appears to act either as an antioxidant or a prooxidant depending on cellular environment. It reduces the incidence of many cancers, but enhances lung cancer incidence in smokers.

Packaging

Packaged in serum vials.

Caution

Purchase minimum quantity required. Discard one month after opening.

wgk_germany

WGK 1

flash_point_f

217.9 °F - closed cup

flash_point_c

103.3 °C - closed cup

ppe

Eyeshields, Gloves


Certificates of Analysis (COA)

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Colleen G Le Prell et al.
Free radical biology & medicine, 42(9), 1454-1463 (2007-03-31)
Free radical formation in the cochlea plays a key role in the development of noise-induced hearing loss (NIHL). The amount, distribution, and time course of free radical formation have been defined, including a clinically significant formation of both reactive oxygen
Qingqing Liu et al.
eLife, 5 (2016-05-25)
Gap junctions are widely distributed in the brains across species and play essential roles in neural information processing. However, the role of gap junctions in insect cognition remains poorly understood. Using a flight simulator paradigm and genetic tools, we found
Nutrient-enhanced diet reduces noise-induced damage to the inner ear and hearing loss
Le Prell CG, et al.
Translational Research, 158(1), 38-53 (2011)
Effects of dietary brazilian palm oil (Mauritia flexuosa L.) on Cholesterol profile and Vitamin A and e status of rats
Aquino JD, et al.
Molecules (Basel), 20(5), 9054-9070 (2015)
N B R Colombo et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 48(9), 852-862 (2015-07-23)
The antioxidant effects of Caryocar brasiliense Camb, commonly known as the pequi fruit, have not been evaluated to determine their protective effects against oxidative damage in lung carcinogenesis. In the present study, we evaluated the role of pequi fruit against

Articles

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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